data_AZ6 # _chem_comp.id AZ6 _chem_comp.name "3-[({2-[4-({[(4S)-4-methyl-2,5-dioxoimidazolidin-4-yl]methyl}sulfonyl)piperazin-1-yl]pyrimidin-5-yl}oxy)methyl]benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 N7 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-20 _chem_comp.pdbx_modified_date 2014-02-28 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 485.516 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AZ6 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4JPA _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal AZ6 C1 C1 C 0 1 N N N 37.323 -14.293 21.568 -6.726 0.075 -2.054 C1 AZ6 1 AZ6 C2 C2 C 0 1 N N S 38.616 -13.997 20.831 -6.742 0.015 -0.525 C2 AZ6 2 AZ6 C3 C3 C 0 1 N N N 39.692 -14.992 21.215 -5.445 0.590 0.048 C3 AZ6 3 AZ6 O4 O4 O 0 1 N N N 38.809 -10.769 19.563 -8.554 -2.370 1.165 O4 AZ6 4 AZ6 O5 O5 O 0 1 N N N 38.067 -15.127 18.777 -8.203 1.931 -0.102 O5 AZ6 5 AZ6 N6 N6 N 0 1 N N N 38.996 -12.623 20.920 -6.944 -1.369 -0.064 N6 AZ6 6 AZ6 C7 C7 C 0 1 N N N 42.001 -12.780 18.847 -2.177 -0.093 1.363 C7 AZ6 7 AZ6 C8 C8 C 0 1 Y N N 43.275 -13.738 15.534 1.346 0.761 0.686 C8 AZ6 8 AZ6 C9 C9 C 0 1 Y N N 43.494 -14.528 13.394 3.285 0.338 1.852 C9 AZ6 9 AZ6 C10 C10 C 0 1 Y N N 44.437 -13.573 13.108 4.014 0.523 0.683 C10 AZ6 10 AZ6 C11 C11 C 0 1 N N N 44.910 -14.619 11.103 6.037 0.610 -0.565 C11 AZ6 11 AZ6 C12 C12 C 0 1 Y N N 45.744 -14.465 9.876 7.522 0.437 -0.373 C12 AZ6 12 AZ6 C13 C13 C 0 1 Y N N 45.164 -14.384 8.625 8.305 1.525 -0.031 C13 AZ6 13 AZ6 C14 C14 C 0 1 Y N N 45.951 -14.240 7.504 9.668 1.374 0.152 C14 AZ6 14 AZ6 C15 C15 C 0 1 Y N N 47.324 -14.180 7.624 10.256 0.136 -0.006 C15 AZ6 15 AZ6 C16 C16 C 0 1 Y N N 47.899 -14.260 8.875 9.471 -0.967 -0.352 C16 AZ6 16 AZ6 C19 C19 C 0 1 Y N N 44.747 -12.709 14.129 3.326 0.829 -0.486 C19 AZ6 17 AZ6 C20 C20 C 0 1 N N N 38.747 -11.978 19.741 -8.091 -1.377 0.639 C20 AZ6 18 AZ6 C21 C21 C 0 1 N N N 38.329 -14.083 19.362 -7.944 0.754 0.029 C21 AZ6 19 AZ6 S1 S1 S 0 1 N N N 41.376 -14.514 20.890 -4.030 -0.331 -0.615 S1 AZ6 20 AZ6 O1 O1 O 0 1 N N N 41.692 -13.360 21.707 -4.016 -1.658 -0.106 O1 AZ6 21 AZ6 O2 O2 O 0 1 N N N 42.115 -15.745 21.077 -3.877 -0.078 -2.005 O2 AZ6 22 AZ6 N1 N1 N 0 1 N N N 41.401 -14.096 19.225 -2.708 0.386 0.078 N1 AZ6 23 AZ6 C4 C4 C 0 1 N N N 41.310 -15.175 18.197 -2.036 1.520 -0.574 C4 AZ6 24 AZ6 C5 C5 C 0 1 N N N 42.522 -15.187 17.297 -0.536 1.215 -0.653 C5 AZ6 25 AZ6 N2 N2 N 0 1 N N N 42.646 -13.836 16.793 -0.035 0.884 0.688 N2 AZ6 26 AZ6 C6 C6 C 0 1 N N N 43.075 -12.869 17.779 -0.672 -0.334 1.208 C6 AZ6 27 AZ6 N3 N3 N 0 1 Y N N 42.909 -14.627 14.595 1.968 0.463 1.816 N3 AZ6 28 AZ6 O3 O3 O 0 1 N N N 45.073 -13.434 11.874 5.369 0.403 0.681 O3 AZ6 29 AZ6 C17 C17 C 0 1 N N N 49.308 -14.202 9.028 10.074 -2.255 -0.518 C17 AZ6 30 AZ6 N4 N4 N 0 1 N N N 50.464 -14.170 9.121 10.553 -3.276 -0.650 N4 AZ6 31 AZ6 C18 C18 C 0 1 Y N N 47.115 -14.402 9.996 8.097 -0.807 -0.535 C18 AZ6 32 AZ6 N5 N5 N 0 1 Y N N 44.183 -12.768 15.337 2.008 0.939 -0.447 N5 AZ6 33 AZ6 N7 N7 N 0 1 N N N 38.415 -12.878 18.815 -8.664 -0.170 0.695 N7 AZ6 34 AZ6 H1 H1 H 0 1 N N N 37.498 -14.238 22.653 -7.672 -0.303 -2.443 H1 AZ6 35 AZ6 H2 H2 H 0 1 N N N 36.560 -13.554 21.282 -6.589 1.108 -2.375 H2 AZ6 36 AZ6 H3 H3 H 0 1 N N N 36.973 -15.302 21.304 -5.907 -0.535 -2.433 H3 AZ6 37 AZ6 H4 H4 H 0 1 N N N 39.602 -15.181 22.295 -5.359 1.640 -0.232 H4 AZ6 38 AZ6 H5 H5 H 0 1 N N N 39.497 -15.923 20.663 -5.458 0.503 1.134 H5 AZ6 39 AZ6 H6 H6 H 0 1 N N N 39.390 -12.193 21.732 -6.363 -2.128 -0.234 H6 AZ6 40 AZ6 H7 H7 H 0 1 N N N 42.447 -12.333 19.748 -2.350 0.659 2.134 H7 AZ6 41 AZ6 H8 H8 H 0 1 N N N 41.197 -12.129 18.474 -2.673 -1.023 1.641 H8 AZ6 42 AZ6 H9 H9 H 0 1 N N N 43.212 -15.227 12.621 3.787 0.095 2.777 H9 AZ6 43 AZ6 H10 H10 H 0 1 N N N 43.853 -14.746 10.827 5.832 1.618 -0.924 H10 AZ6 44 AZ6 H11 H11 H 0 1 N N N 45.246 -15.493 11.680 5.678 -0.116 -1.295 H11 AZ6 45 AZ6 H12 H12 H 0 1 N N N 44.090 -14.434 8.526 7.850 2.496 0.095 H12 AZ6 46 AZ6 H13 H13 H 0 1 N N N 45.492 -14.174 6.529 10.274 2.227 0.419 H13 AZ6 47 AZ6 H14 H14 H 0 1 N N N 47.943 -14.071 6.746 11.320 0.020 0.137 H14 AZ6 48 AZ6 H15 H15 H 0 1 N N N 45.485 -11.942 13.945 3.860 0.979 -1.412 H15 AZ6 49 AZ6 H16 H16 H 0 1 N N N 40.412 -15.010 17.584 -2.435 1.654 -1.579 H16 AZ6 50 AZ6 H17 H17 H 0 1 N N N 41.233 -16.147 18.706 -2.198 2.427 0.009 H17 AZ6 51 AZ6 H18 H18 H 0 1 N N N 42.377 -15.895 16.467 -0.371 0.371 -1.322 H18 AZ6 52 AZ6 H19 H19 H 0 1 N N N 43.420 -15.468 17.866 -0.007 2.089 -1.033 H19 AZ6 53 AZ6 H20 H20 H 0 1 N N N 44.024 -13.192 18.231 -0.241 -0.583 2.178 H20 AZ6 54 AZ6 H21 H21 H 0 1 N N N 43.211 -11.886 17.304 -0.505 -1.157 0.513 H21 AZ6 55 AZ6 H22 H22 H 0 1 N N N 47.575 -14.464 10.971 7.484 -1.656 -0.799 H22 AZ6 56 AZ6 H23 H23 H 0 1 N N N 38.254 -12.674 17.849 -9.496 0.018 1.157 H23 AZ6 57 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal AZ6 C14 C15 DOUB Y N 1 AZ6 C14 C13 SING Y N 2 AZ6 C15 C16 SING Y N 3 AZ6 C13 C12 DOUB Y N 4 AZ6 C16 C17 SING N N 5 AZ6 C16 C18 DOUB Y N 6 AZ6 C17 N4 TRIP N N 7 AZ6 C12 C18 SING Y N 8 AZ6 C12 C11 SING N N 9 AZ6 C11 O3 SING N N 10 AZ6 O3 C10 SING N N 11 AZ6 C10 C9 DOUB Y N 12 AZ6 C10 C19 SING Y N 13 AZ6 C9 N3 SING Y N 14 AZ6 C19 N5 DOUB Y N 15 AZ6 N3 C8 DOUB Y N 16 AZ6 N5 C8 SING Y N 17 AZ6 C8 N2 SING N N 18 AZ6 N2 C5 SING N N 19 AZ6 N2 C6 SING N N 20 AZ6 C5 C4 SING N N 21 AZ6 C6 C7 SING N N 22 AZ6 C4 N1 SING N N 23 AZ6 O5 C21 DOUB N N 24 AZ6 N7 C21 SING N N 25 AZ6 N7 C20 SING N N 26 AZ6 C7 N1 SING N N 27 AZ6 N1 S1 SING N N 28 AZ6 C21 C2 SING N N 29 AZ6 O4 C20 DOUB N N 30 AZ6 C20 N6 SING N N 31 AZ6 C2 N6 SING N N 32 AZ6 C2 C3 SING N N 33 AZ6 C2 C1 SING N N 34 AZ6 S1 O2 DOUB N N 35 AZ6 S1 C3 SING N N 36 AZ6 S1 O1 DOUB N N 37 AZ6 C1 H1 SING N N 38 AZ6 C1 H2 SING N N 39 AZ6 C1 H3 SING N N 40 AZ6 C3 H4 SING N N 41 AZ6 C3 H5 SING N N 42 AZ6 N6 H6 SING N N 43 AZ6 C7 H7 SING N N 44 AZ6 C7 H8 SING N N 45 AZ6 C9 H9 SING N N 46 AZ6 C11 H10 SING N N 47 AZ6 C11 H11 SING N N 48 AZ6 C13 H12 SING N N 49 AZ6 C14 H13 SING N N 50 AZ6 C15 H14 SING N N 51 AZ6 C19 H15 SING N N 52 AZ6 C4 H16 SING N N 53 AZ6 C4 H17 SING N N 54 AZ6 C5 H18 SING N N 55 AZ6 C5 H19 SING N N 56 AZ6 C6 H20 SING N N 57 AZ6 C6 H21 SING N N 58 AZ6 C18 H22 SING N N 59 AZ6 N7 H23 SING N N 60 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor AZ6 SMILES ACDLabs 12.01 "O=S(=O)(N3CCN(c2ncc(OCc1cccc(C#N)c1)cn2)CC3)CC4(C(=O)NC(=O)N4)C" AZ6 InChI InChI 1.03 "InChI=1S/C21H23N7O5S/c1-21(18(29)25-20(30)26-21)14-34(31,32)28-7-5-27(6-8-28)19-23-11-17(12-24-19)33-13-16-4-2-3-15(9-16)10-22/h2-4,9,11-12H,5-8,13-14H2,1H3,(H2,25,26,29,30)/t21-/m1/s1" AZ6 InChIKey InChI 1.03 PKCWEIUDUFDFAG-OAQYLSRUSA-N AZ6 SMILES_CANONICAL CACTVS 3.385 "C[C@]1(C[S](=O)(=O)N2CCN(CC2)c3ncc(OCc4cccc(c4)C#N)cn3)NC(=O)NC1=O" AZ6 SMILES CACTVS 3.385 "C[C]1(C[S](=O)(=O)N2CCN(CC2)c3ncc(OCc4cccc(c4)C#N)cn3)NC(=O)NC1=O" AZ6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@]1(C(=O)NC(=O)N1)CS(=O)(=O)N2CCN(CC2)c3ncc(cn3)OCc4cccc(c4)C#N" AZ6 SMILES "OpenEye OEToolkits" 1.7.6 "CC1(C(=O)NC(=O)N1)CS(=O)(=O)N2CCN(CC2)c3ncc(cn3)OCc4cccc(c4)C#N" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier AZ6 "SYSTEMATIC NAME" ACDLabs 12.01 "3-[({2-[4-({[(4S)-4-methyl-2,5-dioxoimidazolidin-4-yl]methyl}sulfonyl)piperazin-1-yl]pyrimidin-5-yl}oxy)methyl]benzonitrile" AZ6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[[2-[4-[[(4S)-4-methyl-2,5-bis(oxidanylidene)imidazolidin-4-yl]methylsulfonyl]piperazin-1-yl]pyrimidin-5-yl]oxymethyl]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AZ6 "Create component" 2013-12-20 PDBJ AZ6 "Initial release" 2014-03-05 RCSB #